
Holiday houses in Strafford
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Top-rated holiday rentals in Strafford
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Private, 1 bedroom boutique tiny home
This boutique tiny home is situated in the picturesque Upper Valley of Vermont. The nearly 50 acres of private land is equal parts woods and water. You will wake to the mooing of dairy cows. Have your coffee on the porch while watching birds dive for their breakfast on the pond. Inside you will find every modern amenity. A fully appointed chef's kitchen. A living area filled with comfy furnishings and a cozy fireplace. Upstairs is a queen bedroom with an ensuite double showered bathroom. Heaven!
FamilyLocationHospitality
5.0 out of 5 average rating, 190 reviews
Hillcrest Manor of Vermont
Perched like a crown upon a sweeping hill, where the earth rises in graceful, rolling waves to meet the heavens, Hillcrest Manor stands as one of the most desired and extraordinary vacation sanctuaries in all Vermont. This is not merely a home — it is a private kingdom of light, legacy, and breathtaking beauty. A place where important hearts have found refuge, where dawn paints the world in strokes of rose and gold, + where the ancient rhythms of forest and sky restore the spirit like no other.
FamilyValueAir conditioning
4.92 out of 5 average rating, 578 reviews
The Vershire Fortress
Breathtaking views, mountain fresh air, and tranquility in the hill town of Vershire, VT; the Fortress looks out over the White Mountains to the East during the day and the Milky Way above at night. The property spans 6 acres that are available to all guests looking for a bit of snow-shoeing or a walk in the woods. Plus recent renovations! Designed and built by architect, Nick Fabrikant, it offers splendid open floor plans and incredible natural lighting through the many South-facing windows.
LocationFamilyIndoor spaces
4.93 out of 5 average rating, 106 reviews
Garden Retreat, Lake Fairlee, Dartmouth & Ski-way
Set in a lovely 3 acre garden setting, our Airbnb is 1/4 mile from the lake and 23 minutes from Dartmouth College or the Ski-way. This private, comfortable apartment is built onto our house with its own entrance, hardwood floors, radiant heat, large windows, full kitchen and bath, & gorgeous garden views. The wrap around loft has 3 generous semi-private sleeping areas with 2 queens + 1 twin. A queen futon is downstairs. Rental includes pass to Treasure Island Recreation area & beach: 1.5 mi..
ValueFamilyLong stay
4.98 out of 5 average rating, 285 reviews
The Willow House: a Modern Vermont Retreat
Just 7 miles (12 minutes ) to the Dartmouth Campus, this newly re-built little house sits beside its own pond on the edge of a sheep pasture. All the comforts of a modern home in 600sqft. Enjoy access to hiking trails and State Forest lands as well as an easy drive to world-class skiing an hour away and all that the Dartmouth College community offers just minutes away. This is the best of pastoral Vermont, with outside living-dining space ( south facing deck and north facing screen porch).
ValueFamilyAmenities
4.99 out of 5 average rating, 135 reviews
The Guest House at Chandlery Farm
This classic Vermont farm estate has everything that description implies: end-of-the-road privacy with breathtaking views, where the only sound is the wind rustling through the leaves. The manicured gardens, stone walls and quaint but luxurious home seem plucked from classic American folklore. Guests can drink their morning coffee while soaking in views of rolling pastures and forested hills, and spend their days exploring the property's trails, and the beautiful towns and countryside nearby.
ValueFamilyPets
5.0 out of 5 average rating, 163 reviews
Vermont Hillside Garden Cottage
Cozy converted artists’ studio, tucked in the hills at the end of a country road. Open the French door to views of a sprawling garden and rolling fields, alight with fireflies in the spring and bursting with color in the fall. Warm yourself by the wood burning stove after winter fun or unwind with a local microbrew by the fire pit, listening to the Whippoorwills on a summer evening. Beautiful in all seasons, this modern, comfy cottage is the perfect place to get away from it all.
LocationHikingKitchen
4.98 out of 5 average rating, 128 reviews
Private studio apartment in quiet Vermont village
This private accessory unit is attached to our historic brick house, built in 1820. It's ~15 minutes to Hanover NH, and provides all the essentials—including coffee, laundry, air conditioning, and reliable internet. Surrounded by green spaces, from the meadow in the backyard to the community garden across the street, it's still close to area attractions. We are on a state route, three minutes to the interstate (I-91). You can walk to trails and a covered bridge over a waterfall.
FamilyLocationGetting around
4.95 out of 5 average rating, 286 reviews
Camping on a Private Pond
A serene place in nature to unplug and unwind. It's private and quiet with the exception of the sound of the running brook. (NO WIFI or CELL service at the cabin) May come to the house if you need to get in touch during your stay. There is local hiking and two large lakes close by. Farmer's markets and acclaimed theatre are available throughout the Fall Season along with local beer-fests. Most of all, we have one of the most stunning foliage seasons in the country!
ValueLocationParking
4.89 out of 5 average rating, 238 reviews
Town’s End, a Private Retreat with Mountain Views
Welcome to Town's End, a retreat for nature lovers. Named after my father, Townsend, this custom built, six bedroom, three bath home is at the end of a private drive with mountains on one side, fields on the other, and woods behind. Enjoy the tranquility of our 260 acre estate situated between the Green Mountain and White Mountain National Forests. Town’s End will provide you with vast, open spaces indoors and out, immersing you in a nature’s paradise.
ValueFamilySkiing
4.94 out of 5 average rating, 121 reviews
Scandinavian design Chalet hiking trail + hot tub
This bright, well-designed Scandinavian-style chalet is the perfect cozy retreat. Nestled in the woods on a plot of 20+ acres, it offers scenic views and a private hiking trail leading to beautiful vistas, transforming into a winter wonderland for skiing adventures, a summer paradise for outdoor relaxation, and a vibrant canvas for leaf peeping during Vermont's stunning fall foliage season. Goodland wood burning hot tub is available 365 days a year.
LocationValueLayout
4.94 out of 5 average rating, 228 reviews
Fairlee Log Cabin
Cozy Log cabin 0.2 miles from Lake Fairlee! This year-round cabin is a cozy getaway from the hustle and bustle of life. Just two hours north of Boston, and 30 minutes from Dartmouth, Lebanon, and the White River Junction. Additional amenities: -Clawfoot tub -Outdoor firepit -40 acres of land for hiking, mountain biking, snowshoeing, etc. -dog only friendly for a $40 additional fee -**as of 2/1/23 new oven and dishwasher :)
ValueLocationQuiet
4.96 out of 5 average rating, 175 reviewsPopular amenities for Strafford holiday rentals
Other great holiday rentals in Strafford

Cozy Bow House Perched in Trees w/ Hot Tub & View
FamilyLocationNearby
4.96 out of 5 average rating, 597 reviews
Charming, Cozy Cape
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4.98 out of 5 average rating, 178 reviews
Charming & Peaceful Upper Valley 1BR Retreat
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4.98 out of 5 average rating, 156 reviews
Stylish factory-farmhouse deluxe loft
FamilyValueOutdoor spaces
4.95 out of 5 average rating, 148 reviews
Spacious country home, beautiful sunsets, 40 acres
LocationFamilySleep quality
4.85 out of 5 average rating, 78 reviews
Mountain House – A hilltop family home
FamilyLocationCheckout
4.96 out of 5 average rating, 74 reviews
The Pines- A Luxury home 5 miles to Dartmouth
FamilyLocationBathroom
4.97 out of 5 average rating, 37 reviews
Vermont Family Home/Near Lake Morey - Lake Fairlee
LocationFamilySleep quality
4.93 out of 5 average rating, 29 reviewsDestinations to explore
- White Mountain National Forest
- Okemo Mountain Resort
- Squam Lake
- Weirs Beach
- Sugarbush Resort
- Loon Mountain Resort
- Pico Mountain Ski Resort
- Bolton Valley Resort
- Dartmouth College
- Tenney Mountain Resort
- Stowe Mountain Resort
- Franconia Notch State Park
- Ragged Mountain Resort
- Middlebury College
- Waterville Valley Resort
- Flume Gorge
- Cannon Mountain Ski Resort
- Killington Resort
- Ice Castles
- Squam Lakes Natural Science Center
- Stinson Lake
- Mount Sunapee Resort
- Montshire Museum of Science
- Warren Falls





